[4,4,8a-trimethyl-7-methylidene-8-(3-methylpenta-2,4-dienyl)-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: eb8f8d55-4a7e-4adc-ae4c-9c32c619a9aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [4,4,8a-trimethyl-7-methylidene-8-(3-methylpenta-2,4-dienyl)-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC(=CCC1C(=C)CCC2C1(CC(CC2(C)C)OC(=O)C)C)C=C
• SMILES (Isomeric): CC(=CCC1C(=C)CCC2C1(CC(CC2(C)C)OC(=O)C)C)C=C
• InChI: InChI=1S/C22H34O2/c1-8-15(2)9-11-19-16(3)10-12-20-21(5,6)13-18(24-17(4)23)14-22(19,20)7/h8-9,18-20H,1,3,10-14H2,2,4-7H3
• InChI Key: FURHYCBPWRCHKE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.6918	69.18%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6476	64.76%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	-	0.4508	45.08%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4882	48.82%
P-glycoprotein inhibitior	-	0.5702	57.02%
P-glycoprotein substrate	-	0.7836	78.36%
CYP3A4 substrate	+	0.6560	65.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	+	0.6818	68.18%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	+	0.4443	44.43%
CYP inhibitory promiscuity	-	0.7428	74.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8742	87.42%
Skin irritation	-	0.5334	53.34%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7753	77.53%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	+	0.6834	68.34%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6258	62.58%
Acute Oral Toxicity (c)	III	0.9077	90.77%
Estrogen receptor binding	+	0.7423	74.23%
Androgen receptor binding	+	0.5507	55.07%
Thyroid receptor binding	+	0.6088	60.88%
Glucocorticoid receptor binding	+	0.6814	68.14%
Aromatase binding	+	0.6994	69.94%
PPAR gamma	+	0.6754	67.54%
Honey bee toxicity	-	0.7901	79.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.00%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.16%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.03%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.21%	98.95%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	85.07%	82.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.66%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.54%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.20%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.45%	95.89%
CHEMBL5028	O14672	ADAM10	80.39%	97.50%

Plants that contains it

• Pinus sylvestris

Cross-Links

• PubChem: 85370680
• LOTUS: LTS0115158
• wikiData: Q105001953